1-(4-Methoxyphenyl)piperazine → 1-[(6-Fluoro-3-methoxyquinoxalin-2-yl)aminocarbonyl]-4-(4-methoxyphenyl)piperazine

HRID 1907535Notes

Reaction equation

HRID 1907535 reaction equation
[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:12][C:13](=[O:17])OCC)[C:6]([O:18][CH3:19])=[N:5]2.[CH3:20][O:21][C:22]1[CH:27]=[CH:26][C:25]([N:28]2[CH2:33][CH2:32][NH:31][CH2:30][CH2:29]2)=[CH:24][CH:23]=1>>[F:1][C:2]1[CH:3]=[C:4]2[C:9](=[CH:10][CH:11]=1)[N:8]=[C:7]([NH:12][C:13]([N:31]1[CH2:30][CH2:29][N:28]([C:25]3[CH:24]=[CH:23][C:22]([O:21][CH3:20])=[CH:27][CH:26]=3)[CH2:33][CH2:32]1)=[O:17])[C:6]([O:18][CH3:19])=[N:5]2

Participants

3

Reactant 2

HCID 2697221-(4-Methoxyphenyl)piperazineHCID 69243333ethyl N-(6-fluoro-3-methoxyquinoxalin-2-yl)carbamate

Product 1

HCID 692440881-[(6-Fluoro-3-methoxyquinoxalin-2-yl)aminocarbonyl]-4-(4-methoxyphenyl)piperazineYield 84%

Procedure

Ethyl N-(6-fluoro-3-methoxyquinoxalin-2-yl)carbamate and 1-(4-methoxyphenyl)piperazine were reacted by the same way with the example 85 to obtain the titled compound (yield, 84%). 1H NMR (200 MHz, CDCl3): δ 3.15-3.18 (m, 4H), 3.78 (s, 4H), 4.15 (s, 3H), 6.85-6.96 (m, 4H), 7.22-7.42 (m, 3H), 7.81 (dd, J=9.0 and 6.0 Hz, 1H).

Sources & evidence

ORD record
ord-205871cb7f05458b950d65db56234e32
Source dataset
uspto-grants-2013_12
Patent number
US08598173B2

Reaction notes

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